A6283

Acetic acid

glacial, ReagentPlus^®, ≥99%

• Synonym(s): Glacial acetic acid
• Linear Formula: CH₃CO₂H
• CAS Number: 64-19-7
• Molecular Weight: 60.05
• Beilstein: 506007
• EC Number: 200-580-7
• MDL number: MFCD00036152
• UNSPSC Code: 12352106
• PubChem Substance ID: 329770889
• NACRES: NA.21
• pH: 2.5 (20 °C, 50 g/L)

Properties

• vapor density: 2.07 (vs air)
• Quality Level: 200
• product line: ReagentPlus^®
• Assay: ≥99%
• form: liquid
• autoignition temp.: 800 °F
• expl. lim.: 16 %, 92 °F; 4 %, 59 °F
• refractive index: n20/D 1.371 (lit.)
• pH: 2.5 (20 °C, 50 g/L)
• bp: 117-118 °C (lit.)
• mp: 16.2 °C (lit.)
• solubility: alcohol: miscible(lit.); carbon disulfide: insoluble(lit.); glycerol: miscible(lit.); water: miscible(lit.)
• density: 1.04 g/mL at 25 °C (lit.)
• storage temp.: room temp
• SMILES string: [F2C(F2C)13F3C]C(O)=O
• InChI: 1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)
• InChI key: QTBSBXVTEAMEQO-UHFFFAOYSA-N

Description

General description

Acetic acid is an aliphatic organic acid.[1] It is a hygroscopic, corrosive liquid with a vinegar-like odor.[1][2] It can be synthesized by oxidizing acetaldehyde in the presence of manganese or cobalt salts.[2] It is utilized for synthesizing acetic anhydride, cellulose acetate and acetic esters.[2] Its impact on the degradation of historic paper has been analyzed.[3]

Application

Acetic acid (AcOH) can be used as:      

• A reaction solvent in many organic reactions such as bromination, hydrolysis, solvolysis, reductions, and hydrogenations.      
• A reagent in the protonolysis of organometallic compounds.
• An acetylating agent for the acetylation of electron-rich aromatic compounds.      
• A catalyst to synthesize di(indolyl)methanes by the condensation reaction of indole and aromatic aldehydes.      
• A solvent system to prepare 3,4-dihydropyrimidin-2(1H)-one derivative via Biginelli reaction of aromatic aldehydes, 1,3-dicarbonyl compounds, and urea in the presence of a boric acid catalyst.

Acetic acid can also be used in the following:     

• Manganese(III) acetate/AcOH catalytic system is used in the conversion of alkenes to lactones.      
• Iron salts/AcOH is used to oxidize 2-methylnaphthalene to 2-methyl-1-naphthol in the presence of H₂O₂.

Features and Benefits

• Good stability towards many reagents     
• Excellent solubility of organic compounds in this reagent

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS02,GHS05
• Signal Word: Danger
• Hazard Statements: H226,H314
• Precautionary Statements: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1A
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable